Arts, Film & Culture

Name: Art on the Barns
Start: 2026-02-22T10:00:00-05:00
End: 2026-02-22T18:00:00-05:00
Location: 69 Old River Road

Woodstock’s rich heritage and culture come alive during special events and annual celebrations that are packed with New England flair. From intimate, farm-to-table parties to winter festivals, come discover what makes the Woodstock area such an inspiring place to visit.

Looking for more information on an an event not listed below? Check out our blog for more itineraries and things to do in Woodstock.

Would you like to share a community event for publication on our site? Submit events here.

Culture
Wassail Weekend in Woodstock 2025
More to come as we approach Wassail Weekend, December 12-14, 2025. Enter to win a Wassail weekend getaway here. Apply to be a vendor at the Wassail Artisan Market here.
Culture
How to Enjoy the Holiday Season in Woodstock
Woodstock, Vermont, offers a captivating holiday journey, intertwining age-old traditions with modern charm. Revel in the vibrant festivities of a New England Thanksgiving, Wassail Weekend, or explore artisanal treasures in local shops, and bask in winter’s serenity or adventures outdoors.
Food
The Best Breweries and Tastings in Woodstock
Breweries, cheese, maple syrup and more. Here’s where to find the best tastings in Woodstock.
Recreation
Things To Do in Woodstock, VT This Winter
A winter wonderland awaits you in Woodstock, Vermont!

Arts, Film & Culture

December 2025
December 12 @ 12:00 am - December 14 @ 11:59 pm

Alice by Heart Musical

In the rubble of the London Blitz of World War II, Alice Spencer’s budding teen life is turned upside down, and she and her dear friend Alfred are forced to...
December 26 @ 7:30 pm - 9:30 pm

Springsteen: Deliver me from Nowhere

31 The Green 31 The Green, Woodstock, VT, United States
January 2026
January 16, 2026 @ 6:00 pm - 8:00 pm

Pride and Prejudice – Knitting & a Movie

2095 Pomfret Road 2095 POMFRET ROAD, South Pomfret, VT, United States

Knitting & a Movie Night at the Grange Theatre! Whether you're a knitting pro or just starting out, come unwind, sip tea, and enjoy an evening of heartwarming entertainment. When Elizabeth Bennet meets the handsome Mr. Darcy, she believes he is the last man she could ever marry, but as their lives become intertwined, she...
February 2026
February 22, 2026 @ 10:00 am - 6:00 pm

Art on the Barns

69 Old River Road 69 Old River Road, Woodstock, VT, United States

As the landscape shifts to the colorful hues and textures of autumn, Art on the Barns continues to unfold across the farm’s historic barns and buildings. This bold, outdoor exhibition...

Community Events

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Seasonal Feature

There is something for everyone regardless of the season. From fall foliage guides to winter traditions to spring rebirth and summer adventures, explore the latest that celebrates the best of Woodstock right now.

How to Enjoy the Holiday Season in Woodstock

Woodstock, Vermont, offers a captivating holiday journey, intertwining age-old traditions with modern charm. Revel in the vibrant festivities of a New England Thanksgiving, Wassail Weekend, or explore artisanal treasures in local shops, and bask in winter’s serenity or adventures outdoors.

Read article

Culture